406954-89-0

Basic information

• Product Name: 1-[2-(2-bromophenyl)ethyl]-4-(cyclohexylcarbonyl)-1,3,4-trihydropyrazin-2-one
• Synonyms: 1-[2-(2-bromophenyl)ethyl]-4-(cyclohexylcarbonyl)-1,3,4-trihydropyrazin-2-one
• CAS NO: 406954-89-0
• Molecular Weight: 391.308
• Mol File: 406954-89-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-[2-(2-bromophenyl)ethyl]-4-(cyclohexylcarbonyl)-1,3,4-trihydropyrazin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[2-(2-bromophenyl)ethyl]-4-(cyclohexylcarbonyl)-1,3,4-trihydropyrazin-2-one(406954-89-0)
• EPA Substance Registry System: 1-[2-(2-bromophenyl)ethyl]-4-(cyclohexylcarbonyl)-1,3,4-trihydropyrazin-2-one(406954-89-0)

Safety Data

• Hazardous Substances Data: 406954-89-0(Hazardous Substances Data)

Upstream product

• 444815-17-2 N-[2-(2-bromophenyl)ethyl]formamide 
• 171734-72-8 toluene-4-sulfonic acid 2-(2-bromophenyl)ethyl ester 
• 75534-18-8 1-bromo-2-(2-chloro-ethyl)benzene 
• 1074-15-3 1-bromo-2-(2-bromoethyl)benzene 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 1372607-34-5 1-cyclohexanecarbonyl-3-methoxy-1,2-dihydropyrazine 
• 98-89-5 Cyclohexanecarboxylic acid 
• 406954-87-8 phenylmethyl 2-[N-(2,2-dimethoxyethyl)cyclohexylcarbonylamino]acetate 
• 60744-45-8 2-[N-(2,2-dimethoxyethyl)cyclohexylcarbonylamino]acetic acid 
• 406954-90-3 (2,2-dimethoxyethyl)-[2-(2-bromophenyl)ethyl]amine 
• 243139-85-7 phenylmethyl 2-(cyclohexylcarbonylamino)acetate 
• 65185-58-2 2-(2-bromophenyl)ethanamine 
• 32377-88-1 (cyclohexanecarbonyl-amino)-acetic acid 
• 406954-91-4 N-(2,2-dimethoxyethyl)-N-[2-(2-bromophenyl)ethyl]-2-(cyclohexylcarbonylamino)acetamide 

Downstream Products

• 59343-45-2 8-bromopraziquantel 
• 125273-86-1 2-(Cyclohexylcarbonyl)-2,3,6,7-tetrahydro-4H-pyrazino-<2,1-a>-isoquinolin-4-one 
• 94494-35-6 4-(cyclohexylcarbonyl)-3,4-dihydro-1-(2-phenylethyl)-2(1H)-pyrazinone 
• 55268-74-1 2-cyclohexanecarbonyl-1,2,3,6,7,11b-hexahydro-pyrazino[2,1-a]isoquinolin-4-one 

Relevant articles and documents

A palladium-catalyzed intramolecular Heck/Hydrogenation approach towards the synthesis of praziquantel

Starting from 3-methoxy N-acylpyrazinium salts, a new approach towards the synthesis of the antischistosomal drug praziquantel (PZQ) has been developed. Utilization of a palladium-catalyzed intramolecular Heck reaction to form dehydro-PZQ followed by a Hydrogenation step, in a stepwise or one-pot manner, allowed for the gram scale synthesis of PZQ in 4 or 5 steps and in good overall yields. This methodology proved to be well suited for generating the pyrazino[1,2-a] isoindole and pyrazino[1,2-a] benzazepine analogues of PZQ.

Amino acid derived heterocycles: Lewis acid catalyzed and radical cyclizations from peptide acetals

Bicyclization of peptide acetals via nucleophilic attack of a phenyl group on an endocyclic acyliminium ion 4 was explored as a route to novel amino acid derived heterocycles and peptidomimetic scaffolds. In the presence of protic acid, bridged structures such as 6 are formed readily from phenylalanine derivatives, but the fused-ring analogues 5 could not be obtained in good yield. In contrast, radical cyclization of the bromophenyl dihydropyrazinone 7 provides an effective alternative for the synthesis of 5 (n = 0, 1, 2). Additional versatility in this process was demonstrated by efficient synthesis of a different fused ring system, represented by the antihelmintic praziquantel, 8.